A good pair of dress shoes belongs in every man’s closet. Of course, you’ll not only want them to be stylish but comfortable, too. Key features to look for include quality, supple leather finishes, cushioned footbeds and moisture-wicking properties to keep feet cool and dry. Considering these factors, we’ve rounded up some of the best dress shoe for men — from cap-toe to monk-strap and wingtip styles. When choosing the right look, it’s important to keep in mind the occasion you’ll be wearing the shoes for. Cap-toe options are considered more traditional formalwear and often worn to the office, while wingtips tend to be slightly more casual. If you’re looking for a fun yet equally elegant take on the traditional oxford, monk strap styles are the way to go.
1. Cole Haan Warner Grand Monk-Strap Loafer
This all-over leather style features a polished cap-toe finish and textured rubber outsole for durable traction.
Pros: A leather-lined EVA footbed makes them great for walking, while the buckles allow for easy adjustments. These come in three colors.
Cons: Some may find them slightly stiff straight out of the box.
2. Tommy Hilfiger Garvie Loafer
These moccasin-style loafers have a smooth man-made upper and fringe tassels at the vamp for a bit of flair.
Pros: Padded footbeds provide comfort while rubber soles keep you steady. They're available in brown, tan and navy blue.
Cons: They might run somewhat big.
3. Calvin Klein Christoff Chelsea Boot
This ankle boot has a textured leather upper and double elastic side gores for an ideal fit and easy on/off.
Pros: Lightly cushioned footbeds allow for long-lasting comfort. They're offered in two colors: classic black and dark brown.
Cons: Some may find them a little tight across the instep at first.
4. Stacy Adams Venice Loafer
This pair has an intricate brocade textile upper, breathable lining and durable, flexible leather outsoles.
Pros: Soft insoles with plush memory foam absorb shock and cushion your every step. They come in burgundy and blue.
Cons: These also may run on the larger side.
5. Bruno Marc Wingtip Oxford
These oxfords are equipped with a premium suede leather upper, lace-up closure and durable traction outsoles.
Pros: Tiny perforations help keep feet cool for. They come in various colors to choose from including black, brown, and navy.
Cons: Some may find they aren't the best for lots of walking.
6. Florsheim Corbetta Cap Toe Oxford
This shoe has a smooth full-grain leather upper featuring a shiny finish and a classic unadorned cap toe.
Pros: Breathable leather linings and a cushioned memory foam footbed will keep you comfy. They come in four colorways.
Cons: These might run a bit big as well.
7. Steve Madden Noris Loafer
These feature a faux leather upper, a moc-toe and a horsebit ornament at the vamp and ribbed rubber soles.
Pros: A lightly padded footbed with extra cushioning in the heel enhances comfort. They're offered in black and tan.
Cons: They may not provide the best fit for narrower feet.
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